title: Disulfonimide-catalyzed asymmetric synthesis of β3-amino esters directly from N-Boc-amino sulfones.
abstract: An asymmetric Mannich reaction of silyl ketene acetals with N-Boc-amino sulfones has been developed. A chiral disulfonimide efficiently catalyzes both the in situ generation of the corresponding N-Boc imines and the asymmetric Mannich reaction with excellent yields and enantioselectivities. Kinetic studies confirm a proposed stepwise mechanism.
authors.affiliation: Max-Planck-Institut für Kohlenforschung , Kaiser Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany.
authors.forename: Qinggang
authors.initials: Q
authors.lastname: Wang
authors.forename: Markus
authors.initials: M
authors.lastname: Leutzsch
authors.forename: Manuel
authors.initials: M
authors.lastname: van Gemmeren
authors.forename: Benjamin
authors.initials: B
authors.lastname: List
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D007094:Imides / Q000737:chemistry*; D015394:Molecular Structure; D013450:Sulfones / Q000737:chemistry*
chemical_list: D000588:Amines; D004952:Esters; D007094:Imides; D013450:Sulfones